Wellesley Hills, MA Homes for Sale with Pool

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  $34,000,000

  • 6 Beds
  • 8 Baths
  • 12,714 Sq Ft

  4 Willow Rd, Weston, MA 02493

  Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

  Mizner+ Montero Gibson Sotheby's International Realty

  4 Willow Rd, Weston, MA 02493
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  /42

  $5,495,000 Open Sun 1:30PM - 3PM

  • 7 Beds
  • 7.5 Baths
  • 10,047 Sq Ft

  34 Stratford Rd, Needham, MA 02492

  34 Stratford Road sits on a pristine 1+ acre lot in the coveted Country Way neighborhood. This young home was designed with timeless elegance and modern functionality. The open layout features a gourmet kitchen, equipped with an oversized island & breakfast area, flowing into a stunning family room with cathedral ceilings & French doors to a patio & expansive grounds. The 1st floor also includes

  The Samantha Eisenberg Group Compass

  34 Stratford Rd, Needham, MA 02492
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  /15

  $1,229,900

  • 4 Beds
  • 3.5 Baths
  • 2,957 Sq Ft

  138 Myrtle St Unit 2, Waltham, MA 02453

  Elegantly crafted townhouse in desirable downtown location! The main level welcomes you with a convenient mudroom featuring custom cabinetry, ensuring a clutter free & organized entry. Adjacent to the mudroom, a direct entry garage & first floor AuPair/Guest suite w/walk-in closet & full bath provides guests privacy & comfort. The second level offers high ceilings, recessed lighting & an open

  Lisa Dallaire Berkshire Hathaway HomeServices Commonwealth Real Estate

  138 Myrtle St Unit 2, Waltham, MA 02453
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  $4,549,000 Open Sun 11:30AM - 1PM

  • 6 Beds
  • 7.5 Baths
  • 7,185 Sq Ft

  1266 South St, Needham, MA 02492

  Set on a beautifully landscaped one-acre lot, this exceptional new construction home offers the prestige of a South Street address while enjoying the privacy and tranquility of a side-street orientation. Spanning over 7,000 sq ft, the residence features 6 beds, 7.5 baths, and refined craftsmanship throughout. The chef’s kitchen includes top-of-the-line appliances, an oversized island, & a working

  Connor Gillen Keller Williams Realty

  1266 South St, Needham, MA 02492
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  /19

  $849,000

  • 2 Beds
  • 3.5 Baths
  • 2,602 Sq Ft

  12 Cutting Cross Way, Wayland, MA 01778

  MOVE IN CONDITION! Welcome to The Hill's at Mainstone, a lovely 146-unit townhouse community conveniently located on the southside of Wayland btwn Routes 20 & 30 w/ easy access to Routes 9,16, 95, & 90. This bright & sunny east facing open floor plan "C" unit features 2 bedrooms that live like 3, 3.5 baths & 2 car garage. 1st floor layout includes an open kitchen w/ bar & custom builtins, a

  Peter Hill MGS Group Real Estate LTD - Wellesley

  12 Cutting Cross Way, Wayland, MA 01778
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  /8

  $1,150,000

  • Land
  • 0.26 Acre
  • $4,423,077 per Acre

  287 High Rock St, Needham, MA 02492

  Lot for sale. Opportunity to build new on an 11,200 sq ft corner lot across from town forest with miles of walking trails. Short distance to bike path, High Rock School, and Needham Junction Train Station. Area of newer homes.

  Pamela Condon Louise Condon Realty

  287 High Rock St, Needham, MA 02492
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  /42

  $7,598,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  56 Cart Path Rd, Weston, MA 02493

  Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

  Rose Hall Blue Ocean Realty, LLC

  56 Cart Path Rd, Weston, MA 02493
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  /30

  $1,850,000

  • 7 Beds
  • 3 Baths
  • 3,872 Sq Ft

  184-186 Linwood Ave, Newton, MA 02460

  A rare-find THREE-FAMILY in Newtonville, wonderfully maintained & ready for its next owner!!! Fabulous opportunity for an owner-occupant looking to build equity, investors looking to build their portfolio or developers looking to build condos in a prime Newton neighborhood. 1st/2nd floor 3bed/1bath units in immaculate condition: each featuring a living room, dining room, open kitchen layout,

  Fleet Homes Group Keller Williams Realty

  184-186 Linwood Ave, Newton, MA 02460
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  $2,899,000 Open Sun 12PM - 1:30PM

  • 5 Beds
  • 5 Baths
  • 3,660 Sq Ft

  956 Walnut St Unit 6, Newton Highlands, MA 02461

  Welcome to The Residences at Four Corners, a collection of seven spacious townhomes in the Four Corners neighborhood of Newton Highlands. Crystal Lake, Whole Foods, village shops, Cold Spring Park, & Newton Centre are all nearby, and both the Newton Centre & Newton Highlands Green Line stops are an easy walk. Each home sits above a private heated parking level with direct access to an individual

  Ward Shifman Coldwell Banker Realty - Newton

  956 Walnut St Unit 6, Newton Highlands, MA 02461
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  /42

  $3,945,000 Open Sun 12PM - 1PM

  • 6 Beds
  • 5.5 Baths
  • 6,406 Sq Ft

  84 Royalston Rd, Wellesley Hills, MA 02481

  A rare offering in Wellesley, located in Cliff estates—this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and year-round heated pool, creating a true backyard sanctuary. Inside, the home showcases a classic formal fire placed living room and dining room.

  William Montero Gibson Sotheby's International Realty

  84 Royalston Rd, Wellesley Hills, MA 02481
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  $2,258,000

  • 6 Beds
  • 5.5 Baths
  • 4,801 Sq Ft

  29 Irving Rd, Natick, MA 01760

  NEW CONSTRUCTION now complete and ready for delivery! Discover exceptional privacy in this stunning home, perfectly sited on a larger level lot in Natick's sought after Wethersfield neighborhood. Designed for those who value private views and flexible spaces, this residence offers 3 en-suite bedrooms, an expansive open first floor plan - including a guest suite or private office—and chef’s

  Steve Leavey Keller Williams Realty

  29 Irving Rd, Natick, MA 01760
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  $2,995,000

  • 6 Beds
  • 2 Baths
  • 3,408 Sq Ft

  1208 Walnut St, Newton, MA 02461

  Classic 1920 stucco two-family in the heart of Newton Highlands Village about a one-minute walk to the D-line MBTA. Each generous residence is ~1,700± SF with 3 bedrooms and 1 full bath (one unit with fireplace). Detached two-car garage plus driveway parking for up to seven more, rare in-village capacity. Unfinished basement offers excellent storage and future finishing potential. Asphalt shingle

  Ward Shifman Coldwell Banker Realty - Newton

  1208 Walnut St, Newton, MA 02461
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  /36

  $1,849,000 Open Sat 11:30AM - 1PM

  • 5 Beds
  • 2.5 Baths
  • 2,664 Sq Ft

  53 Sheldon Rd, Newton Center, MA 02459

  Newton Centre! Experience the perfect blend of classic charm and modern convenience in this outstanding 10-room Garrison Colonial with a beautiful, level, fenced-in backyard. This bright and airy home features tall ceilings, gleaming hardwood floors, and elegant bay windows in both the living and dining rooms. The stunning living room, complete with a fireplace, wood floors and recessed lighting,

  The Margie and Jon Team Gibson Sotheby's International Realty

  53 Sheldon Rd, Newton Center, MA 02459
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  /32

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  280 Boylston St Unit 710, Chestnut Hill, MA 02467

  It's the size! Experience the ease of full-service condominium living in this 1600 sq ft, bright 2-bedroom, 2-bath corner residence at the desirable Imperial Towers in Chestnut Hill. Ideal for downsizers and those seeking a luxurious, full-service lifestyle. Features include high ceilings, abundant natural light & generous closets (2 walk-ins) and engineered hardwood floors. Enjoy the many

  Stig Bergquist Keller Williams Realty

  280 Boylston St Unit 710, Chestnut Hill, MA 02467
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  /27

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,471 Sq Ft

  250 Hammond Pond Pkwy Unit 1205N, Chestnut Hill, MA 02467

  Hammond Pond Parkway's most prominent building, embodies the very essence of luxury Chestnut Hill living. An opportunity like this three bedroom rarely surfaces. Breathtaking Views! 12th floor unit with south east exposure that expands nearly 1500 sq. ft. and feels even larger. Square footage is utilized perfectly to accommodate three large bedrooms, with two full baths, with many fine details

  Richard C. Dore Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 1205N, Chestnut Hill, MA 02467
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  $4,300,000

  • 5 Beds
  • 5 Baths
  • 6,255 Sq Ft

  19 Gordon Rd, Waban, MA 02468

  Meticulously and magnificently renovated, this stunning Waban residence blends timeless elegance with modern comfort. A two-story foyer opens to a spacious living room with a fireplace and high ceiling, and a gracious dining room. The oversized chef’s kitchen features premium appliances, a center island, and an eat-in area, incredible walk in pantry, and connects to large sunlit family room

  Debby Belt Hammond Residential Real Estate

  19 Gordon Rd, Waban, MA 02468
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  $3,195,000 Open Sat 11AM - 12:30PM

  • 5 Beds
  • 6 Baths
  • 5,200 Sq Ft

  620 High Rock St, Needham, MA 02492

  Experience unparalleled luxury in this meticulously maintained 5,200 SF home offering 5 bedrooms and 6 full baths. A dramatic two-story vaulted foyer welcomes you into thoughtfully designed living spaces. Featuring a spectacular chef’s kitchen with luxury appliances, gas range, double ovens, breakfast bar, butler’s pantry and pot-filler, flowing into a family room with a cozy gas fireplace and

  Paula Meridan Compass

  620 High Rock St, Needham, MA 02492
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  $3,175,000

  • 5 Beds
  • 6 Baths
  • 6,300 Sq Ft

  233 Warren St, Needham, MA 02492

  This stunning new construction home on picturesque Warren Street offers in-town living & a perfectly crafted floorplan. With 6,300 square feet of space across 4 finished floors, this expansive 5-BR home is filled with sunlight & amenities. Gorgeous custom kitchen w/ large center island, chef-quality equipment, walk-in pantry & butler's pantry/coffee bar! The kitchen opens to the breakfast area &

  Bell Property Partners Compass

  233 Warren St, Needham, MA 02492
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  $31,500,000

  • 6 Beds
  • 12 Baths
  • 21,000 Sq Ft

  180 Ash St, Weston, MA 02493

  This extraordinary estate is set on one of Weston’s most prestigious enclaves and blends grand architecture with modern luxury, impeccable craftsmanship and state of the art systems. High ceilings, intricate moldings, and sun-drenched rooms create an atmosphere of timeless elegance. The main level is designed for both grand entertaining and comfortable living, featuring an expansive chef's

  Maggie Gold Seelig MGS Group Real Estate LTD

  180 Ash St, Weston, MA 02493
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  $4,495,000 Open Sun 11:30AM - 1PM

  • 6 Beds
  • 6.5 Baths
  • 7,867 Sq Ft

  1780 Central Ave, Needham, MA 02492

  Experience modern luxury in this newly constructed residence, perfectly situated on an expansive, one acre level lot in a convenient Needham location. Thoughtfully designed with high ceilings, abundant natural light, and refined finishes, this 6 bedroom, 6.5 bath property combines comfortable elegance at every turn and includes a unique attached ADU, with private entry— perfect for

  Beyond Boston Properties Group Compass

  1780 Central Ave, Needham, MA 02492
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  $1,695,000

  • 3 Beds
  • 4.5 Baths
  • 3,333 Sq Ft

  18 Crescent Rd, Needham Heights, MA 02494

  Welcome to this beautifully crafted brand-new construction townhome ideally located in the heart of Needham Heights, just moments from local shops, restaurants & the commuter rail. Designed for today’s lifestyle, this property offers modern finishes, flexible living spaces & exceptional convenience. The main level features an open-concept layout with a beautiful living room flowing seamlessly

  Adriano Varano Keller Williams Realty

  18 Crescent Rd, Needham Heights, MA 02494
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  $3,425,000

  • 2 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  148 Weston Rd Unit 208, Wellesley, MA 02482

  Experience unparalleled luxury living at The Bristol in the heart of Wellesley. 23 unit condo community in concierge building designed for buyers seeking maintenance-free living and every modern convenience. Corner unit boasts 9 ft ceilings and white oak floors. Seating for four at waterfall island. Seamless walnut and glass cabinetry and handmade subway tile backsplash creates a crisp,

  The Bauman Group Gibson Sotheby's International Realty

  148 Weston Rd Unit 208, Wellesley, MA 02482
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  $3,300,000 Open Sun 12PM - 1:30PM

  • 6 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  89 Parker Ave, Newton Highlands, MA 02461

  Stunning new construction Modern Tudor in Newton South offering 6 bedrooms, 5.5 baths, and a 2-car garage. This thoughtfully designed home blends timeless character with elevated luxury finishes throughout. The walnut kitchen anchors the open-concept layout and features a premium Thermador appliance package, while herringbone floors flow seamlessly across the main living spaces. The living room

  O & C Homes Team William Raveis R.E. & Home Services

  89 Parker Ave, Newton Highlands, MA 02461
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  $4,275,000 Open Sun 2PM - 3:30PM

  • 7 Beds
  • 9 Baths
  • 8,056 Sq Ft

  50 Lovett Rd, Newton, MA 02459

  Stunning new construction on 1/3 of an acre in the prestigious Oak Hill area. Four elegantly finished floors of living space with SEVEN en suite bedrooms! Primary suite with gas fireplace. Soaring ceilings, abundant natural light, contemporary design and high end finishes are a few reasons to LOVE IT at 50 Lovett! Gourmet chef's kitchen showcases top of the line appliances, custom cabinetry up to

  Maura Cutting

  50 Lovett Rd, Newton, MA 02459
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  $2,499,900 Open Sun 12PM - 1PM

  • 5 Beds
  • 6.5 Baths
  • 5,000 Sq Ft

  6 Briar Ln, Natick, MA 01760

  Majestically set on a 1.5-acre lot at the end of a cul-de-sac near the Natick-Weston line, one of the Natick's most prestigious locations. This exquisite Colonial with 5 bedrooms and 6.5 baths is rich with architectural details and checks every box, offering generous space for multi-generations. Designed for today’s living, it showcases an open floor plan and five en-suite bedrooms, including a

  Janice Burke Gibson Sotheby's International Realty

  6 Briar Ln, Natick, MA 01760
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  $729,000

  • 2 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  4 Essex, Wayland, MA 01778

  This beautifully maintained condo offers a perfect blend of comfort with loads of thoughtful updates. The expansive living and dining area is anchored by a fireplace for a warm and welcoming space for both everyday living and entertaining. The large, charming kitchen with great storage offers an dining area, breakfast bar and built in bookcases, blending functionality with character. Step outside

  Tanimoto Owens Team Gibson Sotheby's International Realty

  4 Essex, Wayland, MA 01778
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  /13

  $799,000

  • 1 Bed
  • 1.5 Baths
  • 932 Sq Ft

  20 Kinmonth Rd Unit 201, Newton, MA 02468

  Investment opportunity Located at 20 Kinmonth Road, in the vibrant city of Newton Ma, this luxurious condominium presents an unparalleled opportunity to experience refined living. The property is in great condition, showcasing amazing design and top-tier materials throughout. The kitchen is a culinary dream, designed for both functionality and aesthetic appeal. A large kitchen island provides

  William Montero Gibson Sotheby's International Realty

  20 Kinmonth Rd Unit 201, Newton, MA 02468
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  $8,980,000

  • 5 Beds
  • 7 Baths
  • 11,990 Sq Ft

  63 Sylvan Ln, Weston, MA 02493

  Sunning modern contemporary set back on over 2 acres of beautifully landscaped grounds in Weston's top neighborhood. Built by the top luxury home builder in Weston, no detail was spared with incredible ceiling height, 8 foot doors, top-end finishes including white oak/tiled radiant floors, linear gas fireplaces, expansive glass throughout showing off the stunning private views. Designer chef's

  Rose Hall Blue Ocean Realty, LLC

  63 Sylvan Ln, Weston, MA 02493
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  /8

  $2,800,000

  • Land
  • 0.17 Acre
  • $16,470,588 per Acre

  1625 Centre St, Newton, MA 02461

  Rarely available three-family to live, invest and/or develop in ultra desirable prime Newton Highlands locations steps to the best of shopping, dining and the MBTA Green Line just around the corner. Over 7,400 sf of prime land located in Newton's newly passed VC2 Village Center zoning which has a goal of encouraging the creation of higher-density village multifamily housing by reducing setback

  Todd Glaskin Coldwell Banker Realty - Newton

  1625 Centre St, Newton, MA 02461
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  $4,099,000

  • 12 Beds
  • 14 Baths
  • 9,906 Sq Ft

  447 Hillside Ave, Needham Heights, MA 02494

  Great investment with this oversized duplex with almost 10,000 sq ft of luxury living space. New construction in one of the most convenient locations in Needham. Walk to everything in minutes. Luxurios large townhomes with the feel of a single family, each boasts all 6 en-suite bedrooms and a powder room. First floor 10-ft ceilings, custom kitchen with Thermador appliances. Desirable first floor

  Gregory Keshishyan Luxury Realty Partners

  447 Hillside Ave, Needham Heights, MA 02494
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  /22

  $1,590,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,925 Sq Ft

  5 Wiswall Rd, Newton Center, MA 02459

  Welcome home to this stunning, renovated, and spacious Four-bedroom ranch in the highly desirable Oak Hill neighborhood of Newton. Designed for comfortable family living, this home features a sun-filled living room with a cozy wood-burning fireplace, gleaming hardwood floors, and a bright, open-concept main level ideal for everyday living and entertaining. The updated kitchen offers granite

  Souzan Davood Coldwell Banker Realty - Newton

  5 Wiswall Rd, Newton Center, MA 02459
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  $2,995,000

  • 6 Beds
  • 6 Baths
  • 5,806 Sq Ft

  42 Edmunds Rd, Wellesley Hills, MA 02481

  Welcome home to this spacious and elegant colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second

  Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

  42 Edmunds Rd, Wellesley Hills, MA 02481
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  $1,429,000 Open Sun 12PM - 1:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,002 Sq Ft

  312 Newton St Unit 1A, Waltham, MA 02453

  NEWTON @ HIGH! EXCEPTIONAL NEW CONSTRUCTION! ONLY TWO TOWNHOMES REMAINING! Spanning four finished levels, this seldom found FIRST FLOOR BEDROOM W/FULL BATH is perfect. This stunning contemporary residence features 4 bedrooms, 3.5 baths, and a 1-car garage with a flexible floor plan. The main level boasts an open floor plan, including an ultra-chef’s kitchen with premium finishes, a great room

  Dave DiGregorio Jr. Coldwell Banker Realty - Waltham

  312 Newton St Unit 1A, Waltham, MA 02453
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  $2,099,000

  • 6 Beds
  • 6.5 Baths
  • 4,953 Sq Ft

  447 Hillside Ave, Needham Heights, MA 02494

  Almost 5,000 sq ft of luxury living for just over $2m. New construction in one of the most convenient locations in Needham. Walk to everything in minutes. Luxurios large townhome with the feel of a single family boasts all 6 en-suite bedrooms and a powder room. First floor 10-ft ceilings, custom kitchen with Thermador appliances. Desirable first floor en-suite bedroom or office, large family room

  Gregory Keshishyan Luxury Realty Partners

  447 Hillside Ave, Needham Heights, MA 02494
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  $1,848,000

  • 5 Beds
  • 4.5 Baths
  • 3,235 Sq Ft

  140 Hillside Ave Unit a, Needham, MA 02494

  One of Needham’s premiere builders presents a lovely, new construction 4-5 bed Townhome meticulous attention to every detail from this hands-on builder. The kitchen stands as a testament to culinary excellence, stone countertops that provide ample workspace and a large island that serves as a central gathering point, a stovetop ready to handle any culinary challenge, a backsplash adding a touch

  Jeff Leib Realty Consultants

  140 Hillside Ave Unit a, Needham, MA 02494
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  $2,500,000 Open Sat 1PM - 2:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,865 Sq Ft

  64 Varick Rd, Waban, MA 02468

  Located on one of Waban’s prettiest streets, this elegant Colonial blends timeless architecture with thoughtful updates designed for today’s modern living. Beautifully sited on a .35-acre lot with one of Newton’s most exceptional backyards, the home features a sprawling deck, stunning pool, and professionally landscaped, private grounds for seamless indoor-outdoor living.The main level offers a

  The Drucker Group Compass

  64 Varick Rd, Waban, MA 02468
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  /7

  $3,800,000 New Construction

  • 7 Beds
  • 9 Baths
  • 7,028 Sq Ft

  93 Sevland Rd, Newton Center, MA 02459

  Sophisticated new construction in one of Newton’s most coveted neighborhoods. Offering over 7,000 sqft of impeccably designed sun-filled living space, feat. 7 ensuite brs and 2 powder rms, blending timeless elegance with modern luxury.A front patio leads to a dramatic foyer, flanked by formal living and dining rooms ideal for refined entertaining. The main level also includes a chef’s kitchen

  Esin Susol Team William Raveis R. E. & Home Services

  93 Sevland Rd, Newton Center, MA 02459
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  /2

  $6,995,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 9,000 Sq Ft

  97 Valentine St, West Newton, MA 02465

  Estate home to be built for the "one of one" buyer. Set atop a private 30.9k sqft lot in prime West Newton Hill; this estate features a +100yr old english courtyard, double height ceilings, 3 car parking garage with elevator access, hammam & wellness room, wine cellar, and seperate catering kitchen. Opportunity to customize with experienced team to make your dream home a reality.

  Stephanie Lau Bellafi Real Estate, Inc.

  97 Valentine St, West Newton, MA 02465
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  /40

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,185 Sq Ft

  63 Pond St, Natick, MA 01760

  NO CONDO FEE!! Well maintained townhouse style 2 bed 1.5 bath condo w/ the feel of a single family in an ideal Natick local. This is 1 of 2 units in an atique Victorian strcuture w/ the property sitting on a corner lot. Driveway access is on Maple St. Grantie & stainless steel kitchen w/ natural cherry cabinets. Slider off the kitchen to your private deck, patio space and fenced in yard are a

  Dan Young Realty Executives Boston West

  63 Pond St, Natick, MA 01760
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  /24

  $1,225,000

  • 3 Beds
  • 2 Baths
  • 2,646 Sq Ft

  104 Glen St, Natick, MA 01760

  Ideally situated in one of Natick’s most desirable neighborhoods, this charming South Natick Cape sits on 1.35 acres of pristine land. Backing up to scenic Lookout Farm and bordering picturesque apple orchards, the property offers a rare blend of privacy and natural beauty. Inside, the home features an open-concept kitchen and family room, highlighted by floor-to-ceiling fireplaces, a cozy dining

  Barber Real Estate Group William Raveis R.E. & Home Services

  104 Glen St, Natick, MA 01760

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